4-methyl-7-(2-phenylethynyl)-2H-chromen-2-one | 1600531-51-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-methyl-7-(2-phenylethynyl)-2H-chromen-2-one
• 英文别名: 4-Methyl-7-(2-phenylethynyl)chromen-2-one；4-methyl-7-(2-phenylethynyl)chromen-2-one
• CAS: 1600531-51-8
• 化学式: C₁₈H₁₂O₂
• 分子量: 260.292
• InChiKey: PXGZQDXHNMWPHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-methyl-2-oxo-2H-chromene-7-diazonium tetrafluoroborate 在 碘代三甲硅烷 、 C₁₁H₂₀N₃⁽¹⁺⁾*C₂F₆NO₄S₂^(1-) 、 palladium diacetate 作用下， 反应 5.0h， 生成 4-methyl-7-(2-phenylethynyl)-2H-chromen-2-one
  参考文献：
  名称：

  在没有配体或添加剂的咪唑类ILs中，通过顺序的碘脱氮/脱羧Sonogashira反应，可轻松访问内部炔烃的不同文库

  摘要：

  一种简便的一锅法，包括顺序的碘脱氮/ Sonogashira反应，用于制备各种内部炔烃库。该方法使用咪唑鎓ILs作为碱和溶剂，不需要配体或添加剂。

  DOI：

  10.1002/ejoc.201900093

文献信息

• Photosensitizer-free, visible light-mediated recyclable gold-catalyzed cross-coupling of aryldiazonium salts and alkynyltrimethylsilanes
  作者：Jiajia Li、Junmin Chen、Hefeng Zhu、Mingzhong Cai

  DOI：10.1039/d3nj02853d

  日期：——

  temperature to afford diverse arylalkynes in moderate to good yields with high functional group tolerance, including aryl halides incompatible with traditional cross-coupling. This new heterogenized gold(I) catalyst could be easily recovered through a simple centrifugation process and reused at least nine times without any significant drop in its catalytic efficiency.

  通过(4-(氯甲基)苯乙基)三甲氧基硅烷与SBA - 15缩合，然后与( 2-(二苯基膦)苯基)甲醇和Me 2 SAuCl，然后用AgNTf 2处理并通过不同的物理化学技术进行表征。存在 10 mol% SBA-15-Ph 3 PAuNTf 2时，四氟硼酸芳基重氮盐和炔基三甲基硅烷的无光敏剂交叉偶联反应在蓝色 LED 照射下在乙腈中在室温下顺利进行，以中等至良好的产率提供多种芳基炔烃，具有高官能团耐受性，包括与传统交叉偶联不相容的芳基卤化物。这种新型多相金（I）催化剂可以通过简单的离心过程轻松回收，并重复使用至少九次，而催化效率不会出现任何显着下降。
• A rapid approach for the copper, amine, and ligand-free Sonogashira coupling of 4-methyl-7-nonafluorobutylsulfonyloxy coumarins under microwave irradiation
  作者：M. Nibin Joy、Yadav D. Bodke、K.K. Abdul Khader、Ayyiliyath M. Sajith

  DOI：10.1016/j.tetlet.2014.02.094

  日期：2014.4

  A rapid, efficient, and reliable access for the synthesis of an assortment of 4-methyl-7-allcyl/aryl/heteroaryl alkynyl coumarins has been developed by the copper, amine, and ligand-free Sonogashira cross-coupling reaction of 4-methyl-7-nonafluorobutylsulfonyloxy coumarin with various terminal alkynes under microwave irradiation. In the presence of a suitable catalyst, base, and solvent, the coupling reaction proceeded smoothly to give the diaryl alkynes in satisfactory to exceptional yields. Nonaflates coupled more efficiently than the corresponding triflates which yielded the detriflated product as well as the hydrolyzed product as competing side products along with the required product. The utilization of TBAF center dot 3H(2)O as a mild base as well as a solvating agent was the key for success of the reaction. (C) 2014 Elsevier Ltd. All rights reserved.